Palladium-Catalyzed Multicomponent Synthesis of Fully Substituted Alkylidene Furanones
Ángel Rentería‐Gómez, Rubén O. Torres‐Ochoa, Rocío Gámez‐Montaño, Qian Wang, Jieping Zhu
Abstract
In the presence of a catalytic amount of Pd(OAc) 2 and XantPhos, the three-component reaction of ynones, imines, and aryl iodides affords fully substituted alkylidene-furan-3(2 H )-ones via a sequence of the Mannich reaction followed by chemo- and regioselective oxypalladation and reductive elimination. One carbon–oxygen and two carbon–carbon bonds are generated to afford the heterocycle in good to excellent yield.
Topics & Concepts
ChemistryXantphosPalladiumCatalysisYield (engineering)RegioselectivityFuranArylCarbon fibersTriple bondCombinatorial chemistryOrganic chemistryMedicinal chemistryDouble bondComposite numberAlkylComposite materialMaterials scienceMetallurgyCatalytic Alkyne ReactionsCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms